Highly functional group compatible Rh-catalyzed addition of arylboroxines to activated N-tert-butanesulfinyl ketimines

Hyung Hoon Jung; Andrew W Buesking; Jonathan A Ellman

doi:10.1021/ol201438k

Highly functional group compatible Rh-catalyzed addition of arylboroxines to activated N-tert-butanesulfinyl ketimines

Org Lett. 2011 Aug 5;13(15):3912-5. doi: 10.1021/ol201438k. Epub 2011 Jul 6.

Authors

Hyung Hoon Jung¹, Andrew W Buesking, Jonathan A Ellman

Affiliation

¹ Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, USA.

PMID: 21732591
DOI: 10.1021/ol201438k

Abstract

The rhodium-catalyzed addition of readily accessible arylboroxines to N-tert-butanesulfinyl ketimines derived from oxetan-3-one, N-Boc-azetidin-3-one, and isatins proceeds in high yields with excellent functional group compatibility. Moreover, high diastereoselectivities are observed for the additions to the N-sulfinyl ketimines derived from isatins.